West Chesapeake Homes under $500,000

Welcome to West Chesapeake, Virginia, a hidden gem nestled within the vibrant city of Chesapeake. Known for its rich history, scenic waterways, and friendly community, West Chesapeake offers a unique blend of suburban tranquility and urban convenience. This charming area is perfect for families, young professionals, and retirees alike, making it a sought-after destination for homebuyers.

One of the standout features of West Chesapeake is its diverse housing market. If you're looking for a home under $500,000, you’ll be delighted by the variety of options available. From cozy single-family homes to modern townhouses, there’s something to suit every taste and budget. Many of these homes boast spacious yards, updated interiors, and easy access to local amenities, making them ideal for those who want both comfort and convenience.

Residents of West Chesapeake enjoy a plethora of outdoor activities, with numerous parks, trails, and waterways just waiting to be explored. The city is also home to excellent schools, vibrant shopping districts, and a rich array of dining options, ensuring that everything you need is just a stone's throw away.

Whether you’re drawn to the picturesque landscapes or the welcoming community spirit, West Chesapeake is a place where you can truly feel at home. With homes available under $500,000, now is the perfect time to discover the charm of West Chesapeake and find your dream home in this delightful Virginia locale. Embrace the lifestyle you’ve always wanted in a city that has so much to offer!

Newest West Chesapeake Homes under $500,000

3616 Clover Meadows Drive, West Chesapeake

$155,000

2 Beds ⋅ 1 Baths ⋅ 10657048 MLS

Welcome home to this quiet end-unit condo in the heart of Western Branch! This property includes beautiful luxury vinyl plank flooring, a newer washer and drier, and a fully equipped kitchen with gorgeous cabinets and granite countertops. Condo fees cover trash, ground maintenance, landscaping, exterior siding and more! Easily accessible to all military bases & move-in ready! Don't miss this one, schedule your showing today and make this home yours!

3616 Clover Meadows Drive, West Chesapeake

3316 Kindlewood Crescent, West Chesapeake

$498,250

4 Beds ⋅ 2.1 Baths ⋅ 10657022 MLS

This charming brick colonial home is on a corner lot of a cul-de-sac in the desirable Silverwood development. The spacious 20x40 ft. pool boasts of a new liner in 2024, complemented by a brand-new back porch added three years ago and a freshly renovated front porch completed this summer. Inside, the updated kitchen shines with granite countertops, freshly painted cabinets (including upper cabinets repainted this summer), a new sink, and modern cabinet pulls. Beautiful hardwood floors grace the front half of the downstairs (recently refinished) and all of the upstairs, creating a warm and inviting atmosphere. Western Branch High School, middle school, and elementary school all located within the development, along with festive community events like the annual Holiday parade with firetruck and spring egg hunt. Restaurants, shopping all nearby and just a quick trip to downtown Norfolk, this home offers the ideal blend of comfort, updates, and community charm. Seller has recent clear Termite and Moisture reports.

3316 Kindlewood Crescent, West Chesapeake

2042 Mango Street Unit 21, West Chesapeake

$357,900

2 Beds ⋅ 2.1 Baths ⋅ 10657026 MLS

1st LEVEL PRIMARY BDRM EN-SUITE featuring upgraded quartz vanity, ceramic-tiled floor, & tiled shower. This 2-level plan beautifully showcases an open floorplan w/ luxurious upgrades. The kitchen stuns guests w/ upgraded quartz countertops, tile backsplash, & soft-close drawers. Easily maintained & durable LVP flooring & cased windows & openings. 12' ceilings on 1st level & 9' ceilings on 2nd level. WIC's in both bdrms & walk-in attic! Enjoy exceptional community amenities, including state-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appt & take advantage of pre-opening special pricing!

2042 Mango Street Unit 21, West Chesapeake

3212 Clover Road East Road, West Chesapeake

$185,000

2 Beds ⋅ 1.1 Baths ⋅ 10656762 MLS

Calling all investors, renovators, and DIYers! Opportunity awaits at 3212 Clover Road East in Chesapeake! This 2-bedroom, 1 full bath, 1 half bath property offers plenty of potential for an investor, renovator, or buyer ready to make it their own. The home features a functional floor plan, an eat-in kitchen with ample cabinetry and countertop space, and two bedrooms upstairs. Conveniently located in the Western Branch area of Chesapeake with access to nearby shopping, dining, and major roadways. Property is being sold strictly AS-IS. Seller will make no repairs. Bring your vision and explore the possibilities this property has to offer.

3212 Clover Road East Road, West Chesapeake

$409,900

4 Beds ⋅ 3 Baths ⋅ 10656307 MLS

Welcome to this beautifully updated 4 BR, 3 BA ranch situated on a spacious 1/3-acre corner lot. Thoughtfully improved throughout, this home offers comfortable one-level living w/versatile spaces for a variety of needs. Recent updates include a new roof, fresh interior paint, new full bath, updated fixtures, refinished hardwood floors, and new LVP flooring and carpet. The remodeled kitchen features SS appliances, granite countertops, tile backsplash, new cabinets, breakfast bar, and adjacent dining area. A bright sunroom/utility space has direct access to the backyard and there's a dedicated home office with built-ins. The fourth bedroom has an ensuite bath and separate entrance, providing options for multigenerational living, a 2nd home office, fitness, or additional living space. Enjoy outdoor entertaining on the deck with gazebo and electricity. Two sheds provide excellent storage for tools and hobbies. With a flexible floor plan, extensive updates, & generous lot, it's move-in ready!

2024 Lisbon Road, West Chesapeake

$250,000

2 Beds ⋅ 1.1 Baths ⋅ 10656791 MLS

4402 Dartmoor Court, West Chesapeake

$370,000

3 Beds ⋅ 2 Baths ⋅ 10656177 MLS

Welcome home to this beautifully updated and well kept 3 bedroom, 2 bath home tucked away on a quiet dead end street in a welcoming, close knit community. Step inside to find an updated, spacious kitchen with plenty of room for cooking, entertaining, and everyday living. The primary suite offers a private retreat featuring a large en suite bathroom with a double vanity sink, Jacuzzi tub, separate shower, and walk in closet. Outside, enjoy a fully fenced backyard with plenty of space to relax, entertain, or play. A two car garage provides additional parking and storage. With modern updates throughout, generous living spaces, and a peaceful neighborhood setting, this home is truly move-in ready and waiting for its next owner.

5008 James Street, West Chesapeake

$310,000

3 Beds ⋅ 1 Baths ⋅ 10655713 MLS

Welcome home to this cute little ranch that perfectly blends comfort, charm, and convenience! This move-in-ready home offers easy one-level living with a welcoming layout and a warm, inviting feel throughout. Whether you're a first-time buyer, downsizing, or simply looking for a home that's easy to love and easy to maintain, this one is worth a look.Enjoy the convenience of being just minutes from major highways, making commuting and getting around Hampton Roads a breeze. When it's time to slow down and enjoy the outdoors, you'll appreciate having a beautiful nearby park and walking areas close to home. It's the perfect setting for an evening stroll, morning walk, or simply enjoying some fresh air.

4316 Taylor Road, West Chesapeake

$489,000

4 Beds ⋅ 2.1 Baths ⋅ 10655779 MLS

Built in 2017 and thoughtfully maintained, this spacious 4-bedroom, 2.5-bath Chesapeake home offers 2,225 square feet of comfortable living space with an inviting, open-concept layout. The kitchen flows seamlessly into the dining and living areas, creating a welcoming space for everyday living and entertaining. Custom finishes and a striking accent wall add character, while generously sized bedrooms provide flexibility for guests, hobbies, or a home office. The primary suite features a private bath and ample closet space. Outside, enjoy a patio, in-ground irrigation system, and a generously sized lot. An attached two-car garage provides additional convenience. Located in Homestead at Bowers Hill with access to shopping, dining, and major commuter routes, this home offers modern comfort without the wait for new construction. Schedule your private tour!

539 Schaefer Avenue, West Chesapeake

$199,900

3 Beds ⋅ 1 Baths ⋅ 10655489 MLS

Rare package deal opportunity in highly sought-after Western Branch! This move-in ready 3-bedroom ranch sits on a quiet street. The home has new paint, new floors, new A/C & heat systems, new wrap around porch, newer appliances and windows. The large rear yard and side lot provide an abundance of space for storing an RV, boat, or multiple extra cars. Nestled in a quiet neighborhood just minutes from local shopping, parks, schools, and military bases. No HOA. Additional lot next door can be purchased as well at 4999 Clifton St.

5001 Clifton Street, West Chesapeake

2821 Meadow Wood Dr E Drive, West Chesapeake

$425,000

3 Beds ⋅ 2 Baths ⋅ 10655209 MLS

Welcome home to this single-story masterpiece offering high-end designer finishes & modern elegance from top to bottom. Step inside to the seamless open flow accented by recessed lighting, modern light fixtures, stylish ceiling fans, & durable Luxury Vinyl Plank (LVP) flooring throughout the main living spaces. The chef-inspired kitchen features pristine quartz countertops, a custom tile backsplash, brand-new stainless steel appliances, & soft-close shaker cabinetry. Both bathrooms feature artistic custom tile work surrounding the tub & shower, elevated by high-end fixtures & vanity details. All 3 bedrooms feature fresh plush carpet for maximum comfort. Outdoors, enjoy an expansive, private backyard complete w/ a custom deck for entertaining, an extended driveway, & additional concrete pad—great for extra vehicle parking or outdoor storage setup. Located in a top-tier school district & just minutes from premier shopping, dining, & retail options. Nothing left to do but move right in!

2821 Meadow Wood Dr E Drive, West Chesapeake

$359,900

4 Beds ⋅ 2 Baths ⋅ 10654830 MLS

Come check out this DIAMOND IN THE ROUGH. House is in need of updating and priced accordingly. But the BONES TO THE HOUSE ARE GOOD. NEW ROOF (2023), 1 out of 2 AC UNITS NEW (2025). (and the other AC unit has been RECENTLY SERVICED). Unique floor plan with an area that could serve as an IN LAW SUITE, a QUIET NEIGHBORHOOD and a GOOD SCHOOL SYSTEM. LARGE CORNER LOT. Close to shopping, food, and the interstate. PRIVATE BACKYARD with a deck and an additional storage shed.

2600 Janson Drive, West Chesapeake

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Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.